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Copolymers containing fluorene, anthracene and diazosulfide units, preparation method thereof, and application thereof

A technology of benzothiadiazole and copolymer, applied in the field of organic compound synthesis, can solve the problem of low photoelectric conversion efficiency, and achieve the effects of excellent reduction reversibility, high yield and good electron transport properties

Inactive Publication Date: 2013-03-20
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, so far, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells

Method used

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  • Copolymers containing fluorene, anthracene and diazosulfide units, preparation method thereof, and application thereof
  • Copolymers containing fluorene, anthracene and diazosulfide units, preparation method thereof, and application thereof
  • Copolymers containing fluorene, anthracene and diazosulfide units, preparation method thereof, and application thereof

Examples

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preparation example Construction

[0035] And, this embodiment also provides the preparation method of the copolymer containing fluorene, anthracene and benzothiadiazole units, including the following steps:

[0036] 1) Provide compounds A, B, and C represented by the following structural formula respectively,

[0037]

[0038] Among them, m is a natural number, and 1≤m≤20; R 1 , R 2 selected from hydrogen atom, halogen, cyano, optionally substituted or unsubstituted C 1 ~C 40 Alkyl, optionally substituted or unsubstituted aryl or optionally substituted or unsubstituted heteroaryl; R 3 selected from hydrogen atom, cyano, optionally substituted or unsubstituted C 1 ~C 40 Alkyl, optionally substituted or unsubstituted C 1 ~C 40 Alkoxy, optionally substituted or unsubstituted C 6 ~C 40 Aryl, optionally substituted or unsubstituted C 6 ~C 40 Aralkyl, optionally substituted or unsubstituted C 6 ~C 40 Arylalkoxy;

[0039] 2) In an anhydrous, anaerobic environment and an organic solvent system, compou...

Embodiment 1

[0055] Copolymers containing fluorene, anthracene and benzothiadiazole units I 1 The preparation, its structural formula is as follows:

[0056]

[0057] In the formula, x=0.1; y=0.9.

[0058] Its preparation comprises the following steps:

[0059] 1) 2, the preparation of 2,7-two (4,4,5,5-tetramethyl-1,3,2-dioxaborolyl) base-9,9-dioctylfluorene, its reaction is as follows Shown:

[0060]

[0061] The specific process of preparation is: set up an anhydrous and anaerobic reaction device, and continuously stir and N 2 Under the protection of the three-necked flask, add 9.0mmol of white 2,7-dibromo-9,9-dioctylfluorene, and then inject 150ml of refined tetrahydrofuran solvent with a syringe. Inject 27.0 mmol of n-BuLi. After stirring for 2 hours, inject 30.6 mmol of 2-isopropoxy-4,4,5,5-tetramethyl-1,3 with a syringe at -70°C. 2-dioxaborolane, then the temperature of the reaction system was raised to room temperature, and the reaction was continued for 12 hours; after t...

Embodiment 2

[0066] Copolymers containing fluorene, anthracene and benzothiadiazole units I 2 The preparation, its structural formula is as follows:

[0067]

[0068] In the formula, x=0.8; y=0.2.

[0069] Its preparation comprises the following steps:

[0070] 1) Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene:

[0071] For its specific preparation process, see step (1) in Example 1;

[0072] 2) Polymer I 2 The preparation, its reaction is shown in the following formula:

[0073]

[0074] The specific process of preparation is: add 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctyl to the reactor Fluorene 1mmol, 9,10-dibromo-2,6-di(2-octyldecyl)anthracene 0.8mmol, 4,7-dibromo-2,1,3-benzothiadiazole 0.2mmol, Pd( PPh 3 ) 2 Cl 2 0.02mmol, 2mol / L NaHCO 3 10ml of aqueous solution and 40ml of ether solvent, through repeated N 2 And vacuumize the reaction system to be in an oxygen-free state. After reacting at 80°C for 48 hours, add d...

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Abstract

The invention discloses a copolymer containing fluorene, anthracene and benzothiadiazole units and its preparation method and application. Its molecular structure general formula is shown as (I), in the formula, n is a natural number from 1 to 500; m It is a natural number of 1≤m≤20; x and y are positive real values, and x+y=1; R1 and R2 are selected from hydrogen atoms, halogens, cyano groups, optionally substituted or unsubstituted C1~C40 alkyl groups, Aryl or heteroaryl; R3 is selected from hydrogen atom, cyano group, optionally substituted or unsubstituted C1~C40 alkyl, C1~C40 alkoxy, C6~C40 aryl, C6~C40 aralkyl or C6 ~C40 arylalkoxy. The copolymer containing anthracene and benzothiadiazole of the present invention has high solubility, carrier mobility, strong absorbance, and wide light absorption range, which improves its utilization rate of sunlight. Its preparation method has simple process and high yield. High, easy to operate and control.

Description

technical field [0001] The invention belongs to the technical field of organic compound synthesis, and in particular relates to a copolymer containing fluorene, anthracene and benzothiadiazole units and its preparation method and application. Background technique [0002] Today's world economy is mainly based on fossil energy, such as coal, oil and natural gas. However, these non-renewable fossil energy sources are constantly being exhausted. Since the beginning of the 21st century, global energy issues and the ensuing environmental pollution and climate warming have become increasingly prominent and gradually intensified. Solar energy is considered to be one of the most promising renewable energy sources because of its widespread and vast distribution, large amount of resources, no pollution, cleanliness, safety, and easy access. Solar cells directly convert sunlight energy into electrical energy, which is a practical and effective way to utilize solar energy. However, c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12H01L51/00H10K99/00
Inventor 周明杰黄杰黄佳乐
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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